Concise Report
Nickel-Catalyzed Regio- and Stereoselective Defluorinative Arylation of gem-Difluorinated Cyclopropanes
Shutao Qi,
Yunkai Hua,
Liangkai Pan,
Junfeng Yang,
Junliang Zhang,
Shutao Qi
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
The authors contribute equally.
Search for more papers by this authorYunkai Hua
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
The authors contribute equally.
Search for more papers by this authorLiangkai Pan
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
Search for more papers by this authorCorresponding Author
Junfeng Yang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
Fudan Zhangjiang Institute, Shanghai, 201203 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Junliang Zhang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007 China
E-mail: [email protected]; [email protected]Search for more papers by this authorShutao Qi,
Yunkai Hua,
Liangkai Pan,
Junfeng Yang,
Junliang Zhang,
Shutao Qi
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
The authors contribute equally.
Search for more papers by this authorYunkai Hua
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
The authors contribute equally.
Search for more papers by this authorLiangkai Pan
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
Search for more papers by this authorCorresponding Author
Junfeng Yang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
Fudan Zhangjiang Institute, Shanghai, 201203 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Junliang Zhang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438 China
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, 453007 China
E-mail: [email protected]; [email protected]Search for more papers by this authorComprehensive Summary
Herein, we report nickel-catalyzed cross-coupling of gem-difluorinated cyclopropanes with boronic acids, providing the corresponding arylated 2-fluoroallylic scaffolds. This approach used commercially available phosphine ligand Xantphos to obtain monofluorinated alkenes with high regioselectivity and Z-stereoselectivity. Mechanistic studies proposed a Ni(II)-fluoroallyl pathway and excluded the radical pathway. Meanwhile, DFT study of the reductive elimination clarified the origin of the high linear selectivity.
Supporting Information
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Appendix S1: Supporting Information |
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